Detailed information for compound 236561

Basic information

Technical information
  • TDR Targets ID: 236561
  • Name: N-[(5R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dim ethylamino)ethyl]-10,13-dimethyl-4-oxo-1,5,6, 7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta [a]phenanthren-3-yl]benzamide
  • MW: 462.667 | Formula: C30H42N2O2
  • H donors: 1 H acceptors: 2 LogP: 6.62 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN([C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC=C(C2=O)NC(=O)c1ccccc1)C)C
  • InChi: 1S/C30H42N2O2/c1-19(32(4)5)22-13-14-23-21-11-12-25-27(33)26(31-28(34)20-9-7-6-8-10-20)16-18-30(25,3)24(21)15-17-29(22,23)2/h6-10,16,19,21-25H,11-15,17-18H2,1-5H3,(H,31,34)/t19-,21-,22+,23-,24-,25-,29+,30+/m0/s1
  • InChiKey: ZMAOKPMWBVUQPK-IWDJEAQTSA-N  


Substructure search Similarity search

Network

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Synonyms

  • N-[(5R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-4-keto-10,13-dimethyl-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]benzamide
  • N-[(5R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-dimethylaminoethyl]-10,13-dimethyl-4-oxo-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]benzamide
  • N-[(5R,8S,9S,10R,13S,14S,17S)-17-[(1S)-1-dimethylaminoethyl]-4-keto-10,13-dimethyl-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]benzamide
  • AIDS-140370
  • AIDS140370
  • Axillaridine A
  • N-(20-(Dimethylamino)-4-oxopregn-2-en-3-yl)benzamide
  • NSC652122

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens emopamil binding protein (sterol isomerase) References
Homo sapiens butyrylcholinesterase Starlite/ChEMBL References
Torpedo californica Acetylcholinesterase Starlite/ChEMBL References
Homo sapiens acetylcholinesterase (Yt blood group) Starlite/ChEMBL References
Homo sapiens 7-dehydrocholesterol reductase Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) acetylcholinesterase 1 Get druggable targets OG5_126875 All targets in OG5_126875
Brugia malayi Carboxylesterase family protein Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis carboxylesterase 5A Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma japonicum ko:K01049 acetylcholinesterase [EC3.1.1.7], putative Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_133058 All targets in OG5_133058
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma japonicum Acetylcholinesterase 1 precursor, putative Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126875 All targets in OG5_126875
Loa Loa (eye worm) carboxylesterase Get druggable targets OG5_126875 All targets in OG5_126875
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus granulosus carboxylesterase 5A Get druggable targets OG5_126875 All targets in OG5_126875
Brugia malayi Carboxylesterase family protein Get druggable targets OG5_126875 All targets in OG5_126875
Echinococcus multilocularis acetylcholinesterase Get druggable targets OG5_126875 All targets in OG5_126875
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Onchocerca volvulus Molybdopterin synthase catalytic subunit homolog Acetylcholinesterase   586 aa 588 aa 28.1 %
Onchocerca volvulus Acetylcholinesterase   586 aa 612 aa 25.5 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   586 aa 592 aa 28.0 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   586 aa 546 aa 29.3 %
Onchocerca volvulus Acetylcholinesterase   586 aa 562 aa 25.1 %
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) Acetylcholinesterase   586 aa 602 aa 24.4 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   586 aa 509 aa 24.8 %
Brugia malayi Carboxylesterase family protein acetylcholinesterase (Yt blood group) 614 aa 510 aa 26.5 %
Schistosoma japonicum ko:K01050 cholinesterase [EC3.1.1.8], putative Acetylcholinesterase   586 aa 577 aa 33.6 %
Echinococcus granulosus BC026374 protein S09 family Acetylcholinesterase   586 aa 648 aa 32.6 %
Onchocerca volvulus Putative nuclear protein Acetylcholinesterase   586 aa 551 aa 40.7 %
Brugia malayi Carboxylesterase family protein butyrylcholinesterase 602 aa 546 aa 30.2 %
Onchocerca volvulus Acetylcholinesterase   586 aa 564 aa 29.4 %
Trypanosoma cruzi sterol C-24 reductase, putative 7-dehydrocholesterol reductase 475 aa 496 aa 25.6 %
Echinococcus multilocularis neuroligin Acetylcholinesterase   586 aa 487 aa 23.0 %
Echinococcus granulosus neuroligin Acetylcholinesterase   586 aa 493 aa 21.5 %
Onchocerca volvulus Carnitine O-palmitoyltransferase 2, mitochondrial homolog Acetylcholinesterase   586 aa 552 aa 37.7 %
Loa Loa (eye worm) hypothetical protein Acetylcholinesterase   586 aa 571 aa 25.0 %
Echinococcus multilocularis BC026374 protein (S09 family) Acetylcholinesterase   586 aa 643 aa 32.2 %
Drosophila melanogaster CG10175 gene product from transcript CG10175-RE Acetylcholinesterase   586 aa 535 aa 31.4 %
Schistosoma mansoni gliotactin Acetylcholinesterase   586 aa 474 aa 31.6 %
Brugia malayi Carboxylesterase family protein Acetylcholinesterase   586 aa 480 aa 24.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Trypanosoma brucei GMP reductase 0.106 1 0.5
Trypanosoma cruzi GMP reductase 0.106 1 0.5
Trypanosoma cruzi GMP reductase 0.106 1 0.5
Leishmania major guanosine monophosphate reductase 0.106 1 0.5
Onchocerca volvulus Putative GMP reductase 0.0441 0.1992 0.5
Trypanosoma brucei inosine-5'-monophosphate dehydrogenase 0.106 1 0.5
Schistosoma mansoni inosine-5-monophosphate dehydrogenase 0.106 1 1
Toxoplasma gondii IMP dehydrogenas 0.106 1 0.5
Plasmodium falciparum inosine-5'-monophosphate dehydrogenase 0.0997 0.9186 0.5
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative 0.106 1 0.5
Echinococcus granulosus inosine 5' monophosphate dehydrogenase 2 0.106 1 1
Mycobacterium ulcerans inosine 5'-monophosphate dehydrogenase 0.106 1 1
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative 0.106 1 0.5
Wolbachia endosymbiont of Brugia malayi IMP dehydrogenase 0.106 1 0.5
Loa Loa (eye worm) GMP reductase 0.0441 0.1992 0.1992
Mycobacterium leprae Probable inosine-5'-monophosphate dehydrogenase GuaB2 (IMP dehydrogenase) (IMPDH) (IMPD) 0.106 1 1
Brugia malayi inosine-5'-monophosphate dehydrogenase 0.0441 0.1992 0.1992
Mycobacterium leprae Probable inosine-5'-monophosphate dehydrogenase GuaB3 (IMP dehydrogenase 2) (inosinic acid dehydrogenase) (inosinate dehydrogena 0.0557 0.3492 0.0954
Mycobacterium ulcerans inosine 5-monophosphate dehydrogenase 0.0997 0.9186 0.8869
Echinococcus multilocularis inosine 5' monophosphate dehydrogenase 2 0.106 1 1
Mycobacterium tuberculosis Probable inosine-5'-monophosphate dehydrogenase GuaB2 (imp dehydrogenase) (inosinic acid dehydrogenase) (inosinate dehydrogenase 0.106 1 1
Loa Loa (eye worm) IMP dehydrogenase 1 0.106 1 1
Brugia malayi inosine-5'-monophosphate dehydrogenase 0.0441 0.1992 0.1992
Brugia malayi GMP reductase 0.0441 0.1992 0.1992
Trypanosoma cruzi inosine-5'-monophosphate dehydrogenase, putative 0.106 1 0.5
Loa Loa (eye worm) hypothetical protein 0.0556 0.3486 0.3486
Leishmania major inosine-5-monophosphate dehydrogenase 0.106 1 0.5
Plasmodium vivax inosine-5'-monophosphate dehydrogenase, putative 0.0997 0.9186 0.5

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = -5.28 Compound was tested for the in silico inhibition of acetylcholinesterase ChEMBL. 14643329
IC50 (binding) = 2.49 uM In vitro anticholinesterase activity of the compound was determined against butyrylcholinesterase from torpedo californica ChEMBL. 14584959
IC50 (binding) = 2.49 uM In vitro anticholinesterase activity of the compound was determined against butyrylcholinesterase from torpedo californica ChEMBL. 14584959
IC50 (binding) = 5.2 uM In vitro anticholinesterase activity was determined against acetylcholinesterase from Torpedo californica ChEMBL. 14584959
IC50 (binding) = 5.2 uM In vitro anticholinesterase activity was determined against acetylcholinesterase from Torpedo californica ChEMBL. 14584959
IC50 (binding) = 8 uM Displacement of [3H]tamoxifen from antiestrogen binding site in Sprague-Dawley rat liver by liquid scintillation counting ChEMBL. 9784163
Ki (binding) = 2.15 uM In vitro binding affinity was determined against butyrylcholinesterase from torpedo californica ChEMBL. 14584959
Ki (binding) = 2.15 uM In vitro binding affinity was determined against butyrylcholinesterase from torpedo californica ChEMBL. 14584959
Ki (binding) = 3.03 uM In vitro binding affinity was determined against acetylcholinesterase from torpedo californica ChEMBL. 14584959
Ki (binding) = 3.03 uM In vitro binding affinity was determined against acetylcholinesterase from torpedo californica ChEMBL. 14584959
Log IC50 (binding) = 5.28 Compound was tested for the in silico inhibition of acetylcholinesterase ChEMBL. 14643329

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

3 literature references were collected for this gene.

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